4-Aminopyridine → Ethyl 4-(propylamino)-2-(3-(pyridin-4-yl)ureido)pyrimidine-5-carboxylate

HRID 2284698ノート

反応式

HRID 2284698 の反応式
O([C:8]([NH:10][C:11]1[N:16]=[C:15]([NH:17][CH2:18][CH2:19][CH3:20])[C:14]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:13][N:12]=1)=[O:9])C1C=CC=CC=1.[NH2:26][C:27]1[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=1.CN(C)C=O>O>[CH2:18]([NH:17][C:15]1[C:14]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:13][N:12]=[C:11]([NH:10][C:8]([NH:26][C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)=[O:9])[N:16]=1)[CH2:19][CH3:20]

参加物

5

反応物 3

HCID 17274-AminopyridineHCID 6228DimethylformamideHCID 90052190Ethyl 2-((phenoxycarbonyl)amino)-4-(propylamino)pyrimidine-5-carboxylate

生成物 1

HCID 90053314Ethyl 4-(propylamino)-2-(3-(pyridin-4-yl)ureido)pyrimidine-5-carboxylate収率 28.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To ethyl 2-((phenoxycarbonyl)amino)-4-(propylamino)pyrimidine-5-carboxylate (E7, 2.89 g) and 4-aminopyridine (3.16 g), N,N-dimethylformamide (30 mL) was added at room temperature, and the mixture was stirred at 70° C. for 30 minutes. The reaction mixture was cooled to room temperature, and then the reaction mixture was poured into water (300 mL). The solid matter was taken by filtration, and purified by silica gel column chromatography (eluent, ethyl acetate) to obtain ethyl 4-(propylamino)-2-(3-(pyridin-4-yl)ureido)pyrimidine-5-carboxylate (E8, 830 mg) as white solid.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe solid matter was taken by filtration
  3. custompurified by silica gel column chromatography (eluent, ethyl acetate)

出典と根拠

ORDレコード
ord-81994395a7104e35a615ea6d15c1e6d5
出典データセット
uspto-grants-2015_09
特許番号
US09145415B2

反応ノート

読み込み中…